Supramolecular assembly of proline amphiphiles on carbon nanotubes as heterogenized catalyst for enantioselective aldol reactions in water

[Display omitted] •A proline-based organocatalyst was heterogenized on carbon nanotubes.•Enantioselective aldol reactions were run in pure water.•The process is sustainable (low loading, mild condition, water, recyclability) A proline analog was assembled at the surface of carbon nanotubes and valor...

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Bibliographic Details
Published in:Chemical engineering journal (Lausanne, Switzerland : 1996) Switzerland : 1996), 2023-11, Vol.476, p.146702, Article 146702
Main Authors: Demeese, Céline, Lods, Clara, Buisson, David-Alexandre, Gravel, Edmond, Namboothiri, Irishi N.N., Doris, Eric
Format: Article
Language:English
Subjects:
Aldol
Asymmetric synthesis
Carbon nanotubes
Chemical Sciences
Organocatalyst
Sustainable chemistry
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Summary:[Display omitted] •A proline-based organocatalyst was heterogenized on carbon nanotubes.•Enantioselective aldol reactions were run in pure water.•The process is sustainable (low loading, mild condition, water, recyclability) A proline analog was assembled at the surface of carbon nanotubes and valorized as heterogenized catalyst in asymmetric aldol reactions. As opposed to previously described heterogenized proline catalysts that perform poorly in fully aqueous medium, the process is efficient, enantioselective and sustainable (pure water as solvent). It operates with low catalyst loadings (5 mol%), and the catalyst can be recycled and reused with no loss in overall performances. Aldol products were obtained in yields up to 99 % and enantiomeric excesses up to 98 %.
ISSN:1385-8947
1873-3212
DOI:10.1016/j.cej.2023.146702